2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethanol

Base Information

Chemical Name:2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethanol
CAS No.:207515-71-7
Molecular Formula:C₁₈H₂₄O₅
Molecular Weight:320.386
Hs Code.:

Synonyms:2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethanol

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Chemical Property of 2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethanol

Chemical Property:

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Technology Process of 2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethanol

There total 12 articles about 2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 207515-62-6
(1S,4R,4aS,8aR)-7-(2-Benzyloxy-ethyl)-4,4a,8,8a-tetrahydro-1H-1,4-methano-naphthalen-5-one

: 207515-71-7
2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethanol

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) CuBr*SMe₂, Me₃SiCl, HMPA, 2.) acid / 1.) THF

2: diphenyl ether / 260 °C

3: DIBAL-H, CuI, HMPA / tetrahydrofuran

4: H₂ / 10percent Pd/C

5: imidazole / dimethylformamide

6: 70 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol

7: NaBH₄, CeCl₃*7H₂O

8: (CF₃CO₂)IPh

9: NaH / tetrahydrofuran

10: HClO₄, H₂O / tetrahydrofuran

11: 1,2-dichloro-benzene / 180 °C

12: 100 percent / TsOH / benzene

13: 94 percent / Bu₄NF / tetrahydrofuran

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; copper(l) iodide; chloro-trimethyl-silane; perchloric acid; cerium(III) chloride; copper(I) bromide dimethylsulfide complex; (CF₃CO₂)IPh; potassium tert-butylate; tetrabutyl ammonium fluoride; water; hydrogen; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; diphenylether; N,N-dimethyl-formamide; 1,2-dichloro-benzene; tert-butyl alcohol; benzene;
DOI:10.1039/a709212a

Reference yield:

: 207515-64-8
(R)-5-(2-Benzyloxy-ethyl)-5-(3,4-dimethoxy-phenyl)-cyclohex-2-enone

: 207515-71-7
2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethanol

Guidance literature:: Multi-step reaction with 11 steps

1: DIBAL-H, CuI, HMPA / tetrahydrofuran

2: H₂ / 10percent Pd/C

3: imidazole / dimethylformamide

4: 70 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol

5: NaBH₄, CeCl₃*7H₂O

6: (CF₃CO₂)IPh

7: NaH / tetrahydrofuran

8: HClO₄, H₂O / tetrahydrofuran

9: 1,2-dichloro-benzene / 180 °C

10: 100 percent / TsOH / benzene

11: 94 percent / Bu₄NF / tetrahydrofuran

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; copper(l) iodide; perchloric acid; cerium(III) chloride; (CF₃CO₂)IPh; potassium tert-butylate; tetrabutyl ammonium fluoride; water; hydrogen; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide; 1,2-dichloro-benzene; tert-butyl alcohol; benzene;
DOI:10.1039/a709212a

Reference yield:

: (R)-3-(2-Benzyloxy-ethyl)-3-(3,4-dimethoxy-phenyl)-cyclohexanone

: 207515-71-7
2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethanol

Guidance literature:: Multi-step reaction with 10 steps

1: H₂ / 10percent Pd/C

2: imidazole / dimethylformamide

3: 70 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol

4: NaBH₄, CeCl₃*7H₂O

5: (CF₃CO₂)IPh

6: NaH / tetrahydrofuran

7: HClO₄, H₂O / tetrahydrofuran

8: 1,2-dichloro-benzene / 180 °C

9: 100 percent / TsOH / benzene

10: 94 percent / Bu₄NF / tetrahydrofuran

With 1H-imidazole; sodium tetrahydroborate; perchloric acid; cerium(III) chloride; (CF₃CO₂)IPh; potassium tert-butylate; tetrabutyl ammonium fluoride; water; hydrogen; sodium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide; 1,2-dichloro-benzene; tert-butyl alcohol; benzene;
DOI:10.1039/a709212a